UNDER CONTRACT
$20K PRICE DROP
258 S Drummond St Waupun, WI 53963
Estimated payment $1,966/month
Total Views
6,908
5
Beds
3
Baths
2,837
Sq Ft
$106
Price per Sq Ft
Highlights
- Second Kitchen
- Colonial Architecture
- Den
- 0.98 Acre Lot
- Wood Flooring
- 4 Car Detached Garage
About This Home
Step into timeless elegance with this grand home, originally occupied as early as 1898—a perfect fusion of period details and modern conveniences. Nestled on a sprawling .98-acre lot, this versatile property offers a spacious 4 bedroom, 2 bath main residence with soaring ceilings, original woodwork, and classic architectural features throughout. An attached 1 bed, 1 bath apartment provides options for rental income, multigenerational living, or a private guest retreat. Easily restore to a gracious single-family layout or configure as a home office with exclusive driveway and parking—ideal for today’s flexible lifestyles. Modern comforts abound with central air, an updated kitchen, and main-floor laundry. Enjoy outdoor living with a rare 4+ car garage, a separate garden shed.
Listing Agent
My Property Shoppe LLC Brokerage Phone: 920-539-0448 License #55235-90 Listed on: 08/02/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,135
Year Built
- Built in 1900
Lot Details
- 0.98 Acre Lot
- Level Lot
- Property is zoned Mixed
Home Design
- Colonial Architecture
- Wood Siding
- Stucco Exterior
Interior Spaces
- 2,837 Sq Ft Home
- 2-Story Property
- Gas Fireplace
- Den
- Wood Flooring
- Basement Fills Entire Space Under The House
Kitchen
- Second Kitchen
- Breakfast Bar
- Oven or Range
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- 5 Bedrooms
- Bathroom on Main Level
- Bathtub
- Shower Only
Laundry
- Dryer
- Washer
Parking
- 4 Car Detached Garage
- Garage Door Opener
- Driveway Level
- Unpaved Parking
Outdoor Features
- Outdoor Storage
Schools
- Meadowview/Rockriver Elementary School
- Waupun Middle School
- Waupun High School
Utilities
- Forced Air Cooling System
- High Speed Internet
- Cable TV Available
Map
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Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $4,135 | $247,700 | $44,500 | $203,200 |
| 2023 | $3,928 | $247,700 | $44,500 | $203,200 |
| 2022 | $3,825 | $247,700 | $44,500 | $203,200 |
| 2021 | $3,239 | $163,600 | $42,000 | $121,600 |
| 2020 | $3,376 | $163,600 | $42,000 | $121,600 |
| 2019 | $3,252 | $163,600 | $42,000 | $121,600 |
| 2018 | $3,281 | $163,600 | $42,000 | $121,600 |
| 2017 | $3,018 | $142,500 | $31,600 | $110,900 |
| 2016 | $2,863 | $142,500 | $31,600 | $110,900 |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 08/26/2025 08/26/25 | Price Changed | $299,900 | -6.3% | $106 / Sq Ft |
| 08/02/2025 08/02/25 | For Sale | $319,900 | -- | $113 / Sq Ft |
Source: South Central Wisconsin Multiple Listing Service
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | None Listed On Document |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $56,000 | New Conventional | |
| Previous Owner | $53,028 | New Conventional | |
| Previous Owner | $10,000 | Future Advance Clause Open End Mortgage |
Source: Public Records
Similar Homes in Waupun, WI
Source: South Central Wisconsin Multiple Listing Service
MLS Number: 2005845
APN: 292-1315-0513-047
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